EP0321857A3 - Process for preparing aromatic hydroxycarboxylic acids - Google Patents
Process for preparing aromatic hydroxycarboxylic acids Download PDFInfo
- Publication number
- EP0321857A3 EP0321857A3 EP19880120961 EP88120961A EP0321857A3 EP 0321857 A3 EP0321857 A3 EP 0321857A3 EP 19880120961 EP19880120961 EP 19880120961 EP 88120961 A EP88120961 A EP 88120961A EP 0321857 A3 EP0321857 A3 EP 0321857A3
- Authority
- EP
- European Patent Office
- Prior art keywords
- diphenyl
- formula
- hydroxycarboxylic acids
- aromatic hydroxycarboxylic
- preparing aromatic
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- -1 aromatic hydroxycarboxylic acids Chemical class 0.000 title 1
- 238000004519 manufacturing process Methods 0.000 title 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 3
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 abstract 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 2
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical compound C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 abstract 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 150000007513 acids Chemical class 0.000 abstract 1
- 125000002252 acyl group Chemical group 0.000 abstract 1
- 150000001491 aromatic compounds Chemical class 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 1
- 235000010290 biphenyl Nutrition 0.000 abstract 1
- 239000004305 biphenyl Substances 0.000 abstract 1
- 125000006267 biphenyl group Chemical group 0.000 abstract 1
- 150000001735 carboxylic acids Chemical class 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- LTYMSROWYAPPGB-UHFFFAOYSA-N diphenyl sulfide Chemical compound C=1C=CC=CC=1SC1=CC=CC=C1 LTYMSROWYAPPGB-UHFFFAOYSA-N 0.000 abstract 1
- KZTYYGOKRVBIMI-UHFFFAOYSA-N diphenyl sulfone Chemical class C=1C=CC=CC=1S(=O)(=O)C1=CC=CC=C1 KZTYYGOKRVBIMI-UHFFFAOYSA-N 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 239000001301 oxygen Substances 0.000 abstract 1
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
- C07C323/50—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton
- C07C323/62—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atom of at least one of the thio groups bound to a carbon atom of a six-membered aromatic ring of the carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C317/00—Sulfones; Sulfoxides
- C07C317/44—Sulfones; Sulfoxides having sulfone or sulfoxide groups and carboxyl groups bound to the same carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/09—Preparation of carboxylic acids or their salts, halides or anhydrides from carboxylic acid esters or lactones
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/16—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation
- C07C51/21—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen
- C07C51/255—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen of compounds containing six-membered aromatic rings without ring-splitting
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
Verfahren zur Herstellung von aromatischen Hydroxcarbonsäuren der Formel
(HO-)n A-COOH,
in der n 1 oder 2 und A einen Rest aus der Benzol-, Naphthalin-,
Diphenyl-, Diphenylether-, Diphenylsulfid- oder Diphenylsulfon-Reihe
bedeuten, wobei man eine acylierte aromatische Verbindung der Formel
(R¹-CO-O-)nA-CO-R²,
in der R¹ und R² unabhängig voneinander gegebenenfalls substituiertes
C₁-C₄-Alkyl bedeuten und n und A jeweils die obengenannte Bedeutung
besitzen, mit Sauerstoff in Gegenwart eines Katalysators und eines
Lösungsmittels bei einer Temperatur von 20 bis 250 °C zu einer Carbonsäure
der Formel
(R¹-CO-O-)nA-COOH,
in der R¹, n und A jeweils die obengenannte Bedeutung besitzen, oxidiert
und anschließend die Acylgruppe(n) abspaltet.
Process for the preparation of aromatic hydroxcarboxylic acids of the formula
(HO-) n A-COOH,
in which n is 1 or 2 and A is a radical from the benzene, naphthalene, diphenyl, diphenyl ether, diphenyl sulfide or diphenyl sulfone series, an acylated aromatic compound of the formula
(R¹-CO-O-) n A-CO-R²,
in which R¹ and R² independently of one another optionally substituted C₁-C₄-alkyl and n and A each have the abovementioned meaning, with oxygen in the presence of a catalyst and a solvent at a temperature of 20 to 250 ° C to a carboxylic acid of the formula
(R¹-CO-O-) n A-COOH,
in which R¹, n and A each have the abovementioned meaning, oxidized and then cleaving off the acyl group (s).
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19873743517 DE3743517A1 (en) | 1987-12-22 | 1987-12-22 | METHOD FOR PRODUCING AROMATIC HYDROXYCARBONIC ACIDS |
| DE3743517 | 1987-12-22 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| EP0321857A2 EP0321857A2 (en) | 1989-06-28 |
| EP0321857A3 true EP0321857A3 (en) | 1991-04-03 |
| EP0321857B1 EP0321857B1 (en) | 1994-03-30 |
Family
ID=6343256
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP88120961A Expired - Lifetime EP0321857B1 (en) | 1987-12-22 | 1988-12-15 | Process for preparing aromatic hydroxycarboxylic acids |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US4990660A (en) |
| EP (1) | EP0321857B1 (en) |
| JP (1) | JPH02729A (en) |
| DE (2) | DE3743517A1 (en) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6268387B1 (en) | 1997-12-23 | 2001-07-31 | Warner-Lambert Company | Thiourea and benzamide compounds, compositions and methods of treating or preventing inflammatory diseases and atherosclerosis |
| IT1317828B1 (en) * | 2000-02-11 | 2003-07-15 | Lonza Spa | PROCEDURE FOR THE PREPARATION OF AROMATIC CARBOXYLIC ACIDS, IN PARTICULAR IN THE PRESENCE OF A CATALYST. |
| KR101856566B1 (en) * | 2016-06-01 | 2018-06-19 | (주)위즈켐 | New preparation method of 4'-Hydroxy-4-biphenylcarboxylic acid |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0170483A2 (en) * | 1984-07-24 | 1986-02-05 | Celanese Corporation | Process for producing acyloxy aromatic carboxylic acid |
| EP0213340A1 (en) * | 1985-08-16 | 1987-03-11 | Hüls Aktiengesellschaft | Process for the preparation of aromatic carboxylic acids |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4692546A (en) * | 1984-07-24 | 1987-09-08 | Celanese Corporation | Process for producing acyloxy aromatic carboxylic acids |
| US4665215A (en) * | 1984-07-24 | 1987-05-12 | Celanese Corporation | Process for producing 4-acetoxybenzoic acid |
| DE3534286A1 (en) * | 1985-09-26 | 1987-04-02 | Hoechst Ag | METHOD FOR PRODUCING HALOGENTHIOPHENE-2-CARBONIC ACIDS |
-
1987
- 1987-12-22 DE DE19873743517 patent/DE3743517A1/en not_active Withdrawn
-
1988
- 1988-12-15 DE DE88120961T patent/DE3888807D1/en not_active Expired - Lifetime
- 1988-12-15 EP EP88120961A patent/EP0321857B1/en not_active Expired - Lifetime
- 1988-12-21 US US07/287,034 patent/US4990660A/en not_active Expired - Fee Related
- 1988-12-22 JP JP63322242A patent/JPH02729A/en active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0170483A2 (en) * | 1984-07-24 | 1986-02-05 | Celanese Corporation | Process for producing acyloxy aromatic carboxylic acid |
| EP0213340A1 (en) * | 1985-08-16 | 1987-03-11 | Hüls Aktiengesellschaft | Process for the preparation of aromatic carboxylic acids |
Also Published As
| Publication number | Publication date |
|---|---|
| US4990660A (en) | 1991-02-05 |
| DE3888807D1 (en) | 1994-05-05 |
| EP0321857B1 (en) | 1994-03-30 |
| EP0321857A2 (en) | 1989-06-28 |
| JPH02729A (en) | 1990-01-05 |
| DE3743517A1 (en) | 1989-07-06 |
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